Use of 1-substituted isatins to dye fibers containing keratin

ABSTRACT

A colorant composition for coloring keratin-containing fibers is disclosed having (a) at least one isatin derivative corresponding to the formula I:                    
     where R 1  and R 2  independently of one another represent a hydrogen atom, a halogen atom, a hydroxy group, a (C 1-4 )-alkyl, hydroxy-(C 1-4 )-alkyl, tertiary amino-(C 1-4 )-alkyl, (C 1-4 )-alkoxy group, an amino group optionally substituted by one or two (C 1-4 )-alkyl or hydroxy-(C 1-4 )-alkyl groups, a nitro, carboxy, or sulfo group, and Y is a hydroxy group, a (C 1-4 )-alkoxy group or an amino group which may be substituted by (C 1-4 )-alkyl, (C 1-4 )-alkoxy-(C 1-4 )-alkyl, carboxy-(C 1-4 )-alkyl, sulfo-(C 1-4 )-alkyl or hydroxy-(C 1-4 )-alkyl groups or which may be part of a heterocyclic 5-, 6- or 7-membered ring, or physiologically compatible salts thereof, and (b) at least one compound containing a primary or secondary amino group or hydroxy group selected from the group consisting of primary or secondary aliphatic or aromatic amines, nitrogen-containing heterocyclic compounds, amino acids, oligopeptides made up of 2 to 9 amino acids, aromatic hydroxy compounds, and CH-active compounds. The coloring composition does not require oxidizing agents and has very little, if any, sensitizing potential.

This application is filed under 35 U.S.C. 371 and based onPCT/EP98/02199, filed Apr. 15, 1998.

BACKGROUND OF THE INVENTION

1. Field of the Invention

This invention relates to the use of 1-substituted isatins for coloringkeratin-containing fibers, more especially human hair.

2. Discussion of Related Art

In general, keratin-containing fibers, for example hair, wool or pelts,are dyed either with substantive dyes or with oxidation dyes which areformed by oxidative coupling of one or more primary intermediates withone another or with one or more secondary intermediates. Primary andsecondary intermediates are also known as oxidation dye precursors.

The primary intermediates normally used are primary aromatic aminescontaining another free or substituted or amino group in the para orortho position, diaminopyridine derivatives, heterocyclic hydrazones,4-aminopyrazolone derivatives and 2,4,5,6-tetraaminopyrimidine andderivatives thereof.

Special representatives are, for example, p-phenylenediamine,p-toluylenediamine, p-aminophenol, o-aminophenol,1-(2′-hydroxyethyl)-2,5-diaminobenzene,N,N-bis-(2-hydroxyethyl)-p-phenylenediamine,2-(2,5-diaminophenoxy)-ethanol,1-phenyl-3-carboxyamido-4-amino-5-pyrazolone, 4-amino-3-methylphenol,2,4,5,6-tetraaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine,4-hydroxy-2,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine,2-dimethylamino-4,5,6-triaminopyrimidine,2-hydroxyethylaminomethyl-4-aminophenol, 4,4′-diaminodiphenylamine,4-amino-3-fluorophenol, 2-aminomethyl-4-aminophenol,2-hydroxymethyl-4-aminophenol, bis-(2-hydroxy-5-aminophenyl)-methane,1,4-bis-(4-aminophenyl)diazacycloheptane,1,3-bis-(N-(2-hydroxyethyl)-N-(4-aminophenylamino))-2-propanol,4-amino-2-(2-hydroxyethoxy)-phenol and 4,5-diaminopyrazole derivativesaccording to EP 0 740 741 or WO 94/08970, for example4,5-diamino-1-(2′-hydroxyethyl)-pyrazole.

The secondary intermediates used are generally m-phenylenediaminederivatives, naphthols, resorcinol and resorcinol derivatives,pyrazolones and m-aminophenols. Particularly suitable secondaryintermediates are 1-naphthol, pyrogallol, 1,5-, 2,7- and1,7-dihydroxynaphthalene, o-aminophenol, 5-amino-2-methylphenol,m-aminophenol, resorcinol, resorcinol monomethyl ether,m-phenylenediamine, 1-phenyl-3-methyl-5-pyrazolone,2,4-dichloro-3-aminophenol, 1,3-bis-(2,4-diaminophenoxy)propane,4-chlororesorcinol, 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methyl resorcinol, 2,5-dimethyl resorcinol,2,6-dihydroxypyridine, 2,6-diaminopyridine, 2-amino-3-hydroxypyridine,2,6-dihydroxy-3,4-diaminopyridine,3-amino-2-methylamino-6-methoxypyridine, 4-amino-2-hydroxytoluene,2,6-bis-(2-hydroxyethylamino)-toluene, 2,4-diaminophenoxyethanol,1-methoxy-2-amino-4-(2-hydroxyethylamino)-benzene,2-methyl-4-chloro-5-aminophenol, 6-methyl-1,2,3,4-tetrahydroquinoxaline,3,4-methylenedioxyphenol, 3,4-methylenedioxyaniline,2,6-dimethyl-3-aminophenol, 3-amino-6-methoxy-2-methylaminophenol,2-hydroxy-4-aminophenoxyethanol, 2-methyl-5-(2-hydroxyethylamino)-phenoland 2,6-dihydroxy-3,4-dimethyl pyridine.

With regard to the dyes suitable for use in the hair coloring andtinting formulations according to the invention, reference is alsospecifically made to Ch. Zviak's work The Science of Hair Care, Chapter7 (pages 248-250; Substantive Dyes) and Chapter 8, pages 264-267;Oxidation Dye Precursors), published as Vol. 7 of the Series“Dermatology” (Editors: Ch. Culnan and H. Maibach), Marcel Dekker Inc.,New York/Basel, 1986 and to the “Europäische Inventar derKosmetik-Rohstoffe” published by the Europäische Gemeinschaft andavailable in diskette form from the Bundesverband Deutscher Industrie-und Handelsunternehmen für Arzneimittel, Reformwaren undKörperpflegemittel e.V., Mannheim, Germany.

Although intensive colors with good fastness properties can be obtainedwith oxidation dyes, the color is generally developed under theinfluence of oxidizing agents, such as H₂O₂ for example, which in somecases can result in damage to the fibers. In addition, some oxidationdye precursors or certain mixtures of oxidation dye precursors canoccasionally have a sensitizing effect in people with sensitive skin.Although substantive dyes are applied under more moderate conditions,their disadvantage is that, in many cases, the colors obtained haveinadequate fastness properties.

International patent applications WO 93/19725, WO 94/24988, WO 94/24989and WO 95/24886 describe formulations for coloring keratin-containingfibers which contain isatin derivatives as their dye component.

The problem addressed by the present invention was to provide colorantsfor keratin fibers, more especially human hair, which would be at leastequivalent in quality to conventional oxidation hair dyes in regard todepth of color, grey coverage and fastness properties, but which wouldnot necessarily have to contain oxidizing agents, such as H₂O₂ forexample. In addition, the colorants according to the invention wouldhave very little, if any, sensitizing potential.

DESCRIPTION OF THE INVENTION

It has now surprisingly been found that certain isatin derivatives areeminently suitable for coloring keratin-containing fibers, even in theabsence of oxidizing agents. They give colors with excellent brillianceand depth of color and lead to a wide variety of shades. In principle,however, oxidizing agents may still be present.

The present invention relates to the use of 1-substituted isatinscorresponding to formula (I):

in which R¹ and R² independently of one another represent a hydrogenatom, a halogen atom, a hydroxy group, a (C₁₋₄)-alkyl,hydroxy-(C₁₋₄)-alkyl, tert.amino-(C₁₋₄)-alkyl, (C₁₋₄)-alkoxy group, anamino group optionally substituted by one or two (C₁₋₄)-alkyl orhydroxy-(C₁₋₄)-alkyl groups, a nitro, carboxy or sulfo group and

Y is a hydroxy group, a (C₁₋₄)-alkoxy group or an amino group which maybe substituted by (C₁₋₄)-alkyl, (C₁₋₄)-alkoxy-(C₁₋₄)-alkyl,carboxy-(C₁₋₄)-alkyl, sulfo-(C₁₋₄)-alkyl or hydroxy-(C₁₋₄)-alkyl groupsor which may be part of a heterocyclic 5-, 6- or 7-membered ring,

or physiologically compatible salts thereof for coloringkeratin-containing fibers, more especially human hair.

In the context of the invention, keratin-containing fibers areunderstood to include wool, pelts, feathers and, in particular, humanhair. In principle, however, the colorants according to the inventionmay also be used to color other natural fibers such as, for example,cotton, jute, sisal, linen or silk, modified natural fibers such as, forexample, regenerated cellulose, nitro, alkyl or hydroxyalkyl or acetalcellulose and synthetic fibers such as, for example, polyamide,polyacrylonitrile, polyurethane and polyester fibers.

The isatin derivatives corresponding to formula I are preferablyselected from the group consisting of 1-hydroxymethyl isatin,1-hydroxymethyl-5-methyl isatin, 1-hydroxymethyl-5-chloroisatin,1-hydroxymethyl-5-sulfoisatin, 1-hydroxymethyl-5-carboxyisatin,1-hydroxymethyl-5-nitroisatin, 1-hydroxymethyl-5-bromoisatin,1-hydroxymethyl-5-methoxyisatin, 1-hydroxymethyl-5,7-dichloroisatin,1-dimethylaminomethyl isatin, 1-diethylaminomethyl isatin,1-(bis-(2-hydroxyethyl)-aminomethyl)-isatin,1-(2-hydroxyethylaminomethyl)-isatin,1-(bis-(2-hydroxypropyl)-aminomethyl)isatin, 1-pyrrolidinomethyl isatin,1-piperidinomethyl isatin, 1-morpholinomethyl isatin,1-(1,2,4-triazolyl)-methyl isatin, 1-(1-imidazolyl)-methyl isatin,1-carboxymethylaminomethyl isatin, 1-(2-carboxyethylaminomethyl)-isatin,1-(3-carboxypropylaminomethyl)-isatin,1-(bis-(2-hydroxyethyl)-aminomethyl)-5-methyl isatin,1-piperidinomethyl-5-chloroisatin, 1-(2-sulfoethylamino)isatin and thealkali metal and optionally ammonium salts of the acidic compounds,1-hydroxymethyl isatin, 1-hydroxymethyl-5-methyl isatin,1-hydroxymethyl-5-chloroisatin, 1-diethylaminomethyl isatin,1-(bis-(2-hydroxyethyl)-aminomethyl)-isatin, 1-pyrrolidinomethyl isatin,1-piperidinomethyl isatin, 1-morpholinomethyl isatin and1-(3-carboxypropylaminomethyl)-isatin being particularly preferred.

The compounds corresponding to formula I are known from the literatureor are commercially available.

Colorants containing isatin derivatives of formula I as their solecoloring component are preferably used for colors in the yellow range.Colors with even greater brilliance and further improved fastnessproperties, above all in the orange, brown, violet and black range, areobtained when the isatin derivatives corresponding to formula I are usedtogether with compounds containing a primary or secondary amino group,for example aniline derivatives, with nitrogen-containing heterocycliccompounds, for example primary heteroaromatic amines, aromatic hydroxycompounds or CH-active compounds. These are, on the one hand, compoundswhich, on their own, have only a weak coloring effect onkeratin-containing fibers and which only produce brilliant colors inconjunction with the isatins corresponding to formula I. However, theyalso include compounds which are known to be used as oxidation dyeprecursors.

The isatin derivatives corresponding to formula I are preferably used ina quantity of 0.03 to 65 mmol and more preferably in a quantity of 1 to40 mmol, based on 100 g of the colorant as a whole. They may be used assubstantive dyes or in the presence of oxidation dye precursors.

The present invention also relates to a preparation for coloringkeratin-containing fibers, more especially human hair, which contains

A at least one isatin derivative corresponding to general formula Iabove and

B at least one compound containing a primary or secondary amino group orhydroxy group selected from primary or secondary aliphatic or aromaticamines, nitrogen-containing heterocyclic compounds, amino acids,oligopeptides made up of 2 to 9 amino acids and aromatic hydroxycompounds and/or at least one CH-active compound.

The above-mentioned compounds of component B may be used in a quantityof 0.03 to 65 mmol and are preferably used in a quantity of 1 to 40mmol, based on 100 g of the colorant as a whole.

Several different isatin derivatives corresponding to formula I may evenbe used together in the colorants. Similarly, several differentcompounds of component B may also be used together. This embodiment alsoencompasses the use of substances which represent reaction products ofisatin derivatives corresponding to formula I with the compounds B.

Suitable compounds containing a primary or secondary amino group are,for example, primary aromatic amines, such as N,N-dimethyl-,N,N-diethyl-, N-(2-hydroxyethyl)-N-ethyl-, N,N-bis-(2-hydroxyethyl)-,N-(2-methoxyethyl)-, 2,3-, 2,4-, 2,5-dichloro-p-phenylenediamine,2-chloro-p-phenylenediamine, 2,5-dihydroxy-4-morpholinoanilinedihydrobromide, 2-, 3-, 4-aminophenol, 2-aminomethyl-4-aminophenol,2-hydroxymethyl-4-aminophenol, o-, m-, p-phenylenediamine, o-,m-toluylenediamine, 2,5-diaminotoluene, -phenol, -phenethol,4-amino-3-methylphenol, 2-(2,5-diaminophenyl)-ethanol,2,4-diaminophenoxyethanol, 2-(2,5-diaminophenoxy)-ethanol,4-methylamino-, 3-amino-4-(2′-hydroxyethyloxy)-, 3,4-methylenediamino-,3,4-methylenedioxyaniline, 3-amino-2,4-dichloro-, 4-methylamino-,2-methyl-5-amino-, 3-methyl-4,-amino-,2-methyl-5-(2-hydroxyethylamino)-, 6-methyl-3-amino-2-chloro-,2-methyl-5-amino-4-chloro-,5-(2-hydroxyethylamino)-4-methoxy-2-methylphenol,1,3-diamino-2,4-dimethoxybenzene, 2-, 3-, 4-aminobenzoic acid,-phenylacetic acid, 2,3-, 2,4-, 2,5-, 3,4-, 3,5-diaminobenzoic acid, 4-,5-aminosalicylic acid, 3-amino-4-hydroxy-, 4-amino-3-hydroxybenzoicacid, 2-, 3-, 4-aminobenzenesulfonic acid,3-amino-4-hydroxybenzenesulfonic acid,4-amino-3-hydroxynaphthalene-1-sulfonic acid,6-amino-7-hydroxynaphthalene-2-sulfonic acid,7-amino-4-hydroxynaphthalene-2-sulfonic acid,4-amino-5-hydroxynaphthalene-2,7-disulfonic acid, 3-amino-2-naphthoicacid, 3-aminophthalic acid, 5-aminoisophthalic acid, 1,3,5-,1,2,4-triaminobenzene, 1,2,4,5-tetraaminobenzene, 2,4,5-triaminophenol,pentaaminobenzene, hexaaminobenzene, 2,4,6-triaminoresorcinol,4,5-diaminopyrocatechol, 4,6-diaminopyrogallol,3,5-diamino-4-hydroxypyrocatechol, aromatic anilines and phenolscontaining another aromatic radical corresponding to formula II:

in which R³ is a hydroxy group or an amino group which may besubstituted by C₁₋₄ alkyl, C₁₋₄ hydroxyalkyl, C₁₋₄ alkoxy or C₁₋₄alkoxy-C₁₋₄-alkyl groups, R⁴, R⁵, R⁶, R⁷ and R⁸ represent hydrogen, ahydroxy group or an amino group which may be substituted by C₁₋₄ alkyl,C₁₋₄ hydroxyalkyl, C₁₋₄ alkoxy, C₁₋₄ aminoalkyl or C₁₋₄alkoxy-C₁₋₄-alkyl groups or a sulfonic acid group and X is a directbond, a saturated or unsaturated optionally hydroxy-substituted carbonchain containing 1 to 4 carbon atoms, a carbonyl, sulfonyl or aminogroup, an oxygen or sulfur atom or a group corresponding to formula III:

 Z—(CH₂—Q—CH₂—Z′)_(o)  (III)

in which

Q is a direct bond, a CH₂ or CHOH group,

Z and Z′ independently of one another represent an oxygen atom, an NR⁹group, where R⁹ is hydrogen, a C₁₋₄ alkyl or a hydroxy-C₁₋₄-alkyl group,the group O—(CH₂)_(p)—NH or NH—(CH₂)_(p)—O, where p and p′=2 or 3, and

o is a number of 1 to 4,

such as for example 4,4′-diaminostilbene,4,4′-diaminostilbene-2,2′-disulfonic acid monosodium or disodium salt,4,4′-diaminodiphenyl methane, -sulfide, -sulfoxide, -amine,4,4′-diaminodiphenylamine-2-sulfonic acid, 4,4′-diaminobenzophenone,-diphenyl ether, 3,3′,4,4′-tetraaminodiphenyl,3,3′4,4′-tetraaminobenzophenone, 1,3-bis-(2,4-diaminophenoxy)-propane,1,8-bis-(2,5-diaminophenoxy)-3,6-dioxaoctane,1,3-bis-(4-aminophenylamino)-propane, -2-propanol,1,3-bis-[N-(4-aminophenyl)-2-hydroxyethylamino]-2-propanol,N,N-bis-[2-(4-aminophenoxy)-ethyl]-methylamine,N-phenyl-1,4-phenylenediamine.

The compounds mentioned above may be used both in free form and in theform of their physiologically compatible salts, more especially as saltsof inorganic acids, such as hydrochloric acid or sulfuric acid.

Suitable nitrogen-containing heterocyclic compounds are, for example,2-, 3-, 4-amino-, 2-amino-3-hydroxy-, 2,6-diamino-, 2,5-diamino-,2,3-diamino-, 2-dimethylamino-5-amino-,2-methylamino-3-amino-6-methoxy-, 2,3-diamino-6-methoxy-,2,6-dimethoxy-3,5-diamino-, 2,4,5-triamino-, 2,6-dihydroxy-3,4-dimethylpyridine, 2,4-dihydroxy-5,6-diamino-, 4,5,6-triamino-,4-hydroxy-2,5,6-triamino-, 2-hydroxy- ,5,6-triamino-,2,4,5,6-tetraamino-, 2-methylamino-4,5,6-triamino-, 2,4-, 4,5-diamino-,2-amino-4-methoxy-6-methyl pyrimidine, 3,5-diaminopyrazole,-1,2,4-triazole, 3-amino-, 3-amino-5-hydroxypyrazole, 2-, 3-,8-aminoquinoline, 4-aminoquinaldine, 2-, 6-aminonicotinic acid,5-aminoisoquinoline, 5-, 6-aminoindazole, 5-, 7-aminobenzimidazole,-benzothiazole, 2,5-dihydroxy-4-morpholinoaniline and indole andindoline derivatives, such as 4-, 5-, 6-, 7-aminoindole,5,6-dihydroxyindole, 5,6-dihydroxyindoline and 4-hydroxyindoline. Thecompounds mentioned above may be used both in free form and the form oftheir physiologically compatible salts, for example as salts ofinorganic acids, such as hydrochloric acid or sulfuric acid.

Suitable amino acids are any naturally occurring and synthetic aminoacids, for example the amino acids obtainable by hydrolysis fromvegetable or animal proteins, for example collagen, keratin, casein,elastin, soya protein, wheat gluten or almond protein. Both acidic andalkaline amino acids may be used. Preferred amino acids are arginine,histidine, tyrosine, phenyl alanine, DOPA (dihydroxyphenyl alanine),ornithine, lysine and tryptophane.

The oligopeptides may be naturally occurring or synthetic oligopeptidesand the oligopeptides present in polypeptide or protein hydrolyzatesproviding they are sufficiently soluble in water for use in thecolorants according to the invention. Examples of such polypeptides areglutathione and the oligopeptides present in the hydrolyzates ofcollagen, keratin, casein, elastin, soya protein, wheat gluten or almondprotein. These oligopeptides are preferably used together with compoundscontaining a primary or secondary amino group or with aromatic hydroxycompounds.

Suitable aromatic hydroxy compounds are, for example, 2-, 4-, 5-methylresorcinol, resorcinol, 2,5-dimethyl resorcinol, 3-methoxyphenol,pyrocatechol, hydroquinone, pyrogallol, phloroglucinol,hydroxyhydroquinone, 2-, 3-, 4-methoxy-, 3-dimethylamino-,2-(2-hydroxyethyl)-, 3,4-methylenedioxyphenol, 2,4-,3,4-dihydroxybenzoic acid, -phenylacetic acid, gallic acid,2,4,6-trihydroxybenzoic acid, -acetophenone, 2-, 4-chlororesorcinol,1-naphthol, 1,5-, 2,3-, 2,7-dihydroxynaphthalene,6-dimethylamino-4-hydroxy-2-naphthalene sulfonic acid,3,6-dihydroxy-2,7-naphthalene sulfonic acid.

Examples of CH-active compounds are 1,2,3,3-tetramethyl-3H-indoliumiodide, 1,2,3,3-tetraamethyl indolium-p-toluene sulfonate,1,2,3,3-tetramethyl-3H-indolium methane sulfonate,2,3-dimethylbenzothiazolium iodide,2,3-dimethylbenzothiazolium-p-toluene sulfonate, rhodanine,rhodanine-3-acetic acid, 1-ethyl-2-quinaldinium iodide,1-methyl-2-quinaldinium iodide, barbituric acid, thiobarbituric acid,1,3-dimethyl thiobarbituric acid, diethyl thiobarbituric acid, oxindole,3-indoxyl acetate, coumaranone and 1-methyl-3-phenyl-2-pyrazolinone.

In one particularly preferred embodiment, component B is selected fromthe group consisting of N-(2-hydroxyethyl)-N-ethyl-,2-chloro-p-phenylenediamine,N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, 4-aminophenol,p-phenylenediamine, 2-(2,5-diaminophenyl)-ethanol, 2,5-diaminotoluene,3,4-methylenedioxyaniline, 3-amino-2,4-dichloro-, 2-methyl-5-amino-,3-methyl-4-amino-, 2-methyl-5-(2-hydroxyethylamino)-,2-methyl-5-amino-4-chloro-, 6-methyl-3-amino-2-chloro-,2-aminomethyl4-aminophenol, 2-hydroxymethyl-4-aminophenol,3,4-methylenedioxyphenol, 3,4-diaminobenzoic acid, 2,5-diamino-,2-dimethylamino-5-amino-, 3-amino-2-methylamino-6-methoxy-,2,3-diamino-6-methoxy-, 3,5-diamino-2,6-dimethoxy-,2,6-dihydroxy-3,4-dimethyl pyridine, 2-hydroxy-4,5,6-triamino-,4-hydroxy-2,5,6-triamino-, 2,4,5,6-tetraamino-,2-methylamino-4,5,6-triaminopyrimidine, 3,5-diaminopyrazole,3-amino-5-hydroxypyrazole, 5,6-dihydroxyindole and 5,6-dihydroxyindolineand the physiologically compatible salts thereof formed with preferablyinorganic acids.

Oxidizing agents, for example H₂O₂, need not present. However, it may bedesirable in some cases to add hydrogen peroxide or other oxidizingagents to the preparations according to the invention to obtain shadeswhich are lighter than the keratin-containing fibers to be colored.Oxidizing agents are generally used in a quantity of 0.01 to 6% byweight, based on the solution applied. A preferred oxidizing agent forhuman hair is H₂O₂.

In another preferred embodiment, the colorants according to theinvention contain typical substantive dyes, for example from the groupof nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinonesor indophenols, in addition to the compounds present in accordance withthe invention and optionally other oxidation dye precursors in orderfurther to modify the color tones. Preferred substantive dyes are thecompounds known under the International names or commercial names of HCYellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, Basic Yellow 57,Disperse Orange 3, HC Red 3, HC Red BN, Basic Red 76, HC Blue 2, HC Blue12, Disperse Blue 3, Basic Blue 99, HC Violet 1, Disperse Violet 1,Disperse Violet 4, Disperse Black 9, Basic Brown 16 and Basic Brown 17and also 4-amino-2-nitrodiphenylamine-2′-carboxylic acid,6-nitro-1,2,3,4-tetrahydroquinoxaline, hydroxyethyl-2-nitrotoluidine,picramic acid, 2-amino-6-chloro-4-nitrophenol,4-ethylamino-3-nitrobenzoic acid and2-chloro-6-ethylamino-1-hydroxy-4-nitrobenzene. The preparationsaccording to the invention in this embodiment contain the substantivedyes in a quantity of, preferably, 0.01 to 20% by weight, based on thecolorant as a whole.

In addition, the preparations according to the invention may alsocontain naturally occurring dyes such as, for example, henna red, hennaneutral, henna black, camomile blossom, sandalwood, black tea, blackalder bark, sage, logwood, madder root, catechu, sedre and alkanet.

Other dye components present in the colorants according to the inventionmay be indoles and indolines and physiologically compatible saltsthereof. Preferred examples are 5,6-dihydroxyindole,N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole,N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole,6-hydroxyindole, 6-aminoindole and 4-aminoindole; 5,6-dihydroxyindoline,N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline,N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline,6-hydroxyindoline, 6-aminoindoline and 4-aminoindoline.

The compounds of component B and optionally other oxidation dyeprecursors or the substantive dyes present, if any, do not have to besingle compounds. Instead, the hair colorants according to theinvention—due to the processes used for producing the individualdyes—may contain small quantities of other components providing they donot adversely affect the coloring result or have to be ruled out forother reasons, for example toxicological reasons.

The colorants according to the invention produce intensive colors evenat physiologically compatible temperatures of <45° C. Accordingly, theyare particularly suitable for coloring human hair. For application tohuman hair, the colorants are normally incorporated in awater-containing cosmetic carrier. Suitable water-containing cosmeticcarriers are, for example, creams, emulsions, gels or evensurfactant-containing foaming solutions, for example shampoos or otherformulations suitable for application to the keratin-containing fibers.If necessary, the colorants may even be incorporated in water-freecarriers.

The colorants according to the invention may also contain any of theknown active substances, additives and auxiliaries typical of suchformulations. In many cases, the colorants contain at least onesurfactant, both anionic and zwitterionic, ampholytic, nonionic andcationic surfactants being suitable in principle. In many cases,however, it has been found to be of advantage to select the surfactantsfrom anionic, zwitterionic or nonionic surfactants.

Suitable anionic surfactants for the preparations according to theinvention are any anionic surface-active substances suitable for use onthe human body. Such substances are characterized by awater-solubilizing anionic group such as, for example, a carboxylate,sulfate, sulfonate or phosphate group and a lipophilic alkyl groupcontaining around 10 to 22 carbon atoms. In addition, glycol orpolyglycol ether groups, ester, ether, amide groups and hydroxyl groupsmay also be present in the molecule.

The following are examples of suitable anionic surfactants—in the formof the sodium, potassium and ammonium salts and the mono-, di- andtrialkanolammonium salts containing 2 or 3 carbon atoms in the alkanolgroup:

linear fatty acids containing 10 to 22 carbon atoms (soaps),

ether carboxylic acids corresponding to the formulaR—O—(CH₂—CH₂O)_(x)—CH₂—COOH, in which R is a linear alkyl groupcontaining 10 to 22 carbon atoms and x=0 or 1 to 16,

acyl sarcosides containing 10 to 18 carbon atoms in the acyl group,

acyl taurides containing 10 to 18 carbon atoms in the acyl group,

acyl isethionates containing 10 to 18 carbon atoms in the acyl group,

sulfosuccinic acid mono- and dialkyl esters containing 8 to 18 carbonatoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethylesters containing 8 to 18 carbon atoms in the alkyl group and 1 to 6oxyethyl groups,

linear alkane sulfonates containing 12 to 18 carbon atoms,

linear α-olefin sulfonates containing 12 to 18 carbon atoms,

α-sulfofatty acid methyl esters of fatty acids containing 12 to 18carbon atoms,

alkyl sulfates and alkyl polyglycol ether sulfates corresponding to theformula R—O(CH₂—CH₂O)_(x)—SO₃H, in which R is a preferably linear alkylgroup containing 10 to 18 carbon atoms and x=0 or 1 to 12,

mixtures of surface-active hydroxysulfonates according to DE-A-37 25030,

sulfated hydroxyalkyl polyethylene and/or hydroxyalkylene propyleneglycol ethers according to DE-A-37 23 354,

sulfonates of unsaturated fatty acids containing 12 to 24 carbon atomsand 1 to 6 double bonds according to DE-A-39 26 344,

esters of tartaric acid and citric acid with alcohols in the form ofaddition products of around 2 to 15 molecules of ethylene oxide and/orpropylene oxide with fatty alcohols containing 8 to 22 carbon atoms.

Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ethersulfates and ether carboxylic acids containing 10 to 18 carbon atoms inthe alkyl group and up to 12 glycol ether groups in the molecule and, inparticular, salts of saturated and, more particularly, unsaturated C₈₋₂₂carboxylic acids, such as oleic acid, stearic acid, isostearic acid andpalmitic acid.

In the context of the invention, zwitterionic surfactants aresurface-active compounds which contain at least one quaternary ammoniumgroup and at least one —COO⁽⁻⁾ or —SO₃ ⁽⁻⁾ group in the molecule.Particularly suitable zwitterionic surfactants are the so-calledbetaines, such as N-alkyl-N,N-dimethyl ammonium glycinates, for examplecocoalkyl dimethyl ammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacylaminopropyl dimethyl ammoniumglycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazolinescontaining 8 to 18 carbon atoms in the alkyl or acyl group andcocoacylaminoethyl hydroxyethyl carboxymethyl glycinate. A preferredzwitterionic surfactant is the fatty acid amide derivative known by theCTFA name of Cocamidopropyl Betaine.

Ampholytic surfactants are surface-active compounds which, in additionto a C₈₋₁₈ alkyl or acyl group, contain at least one free amino groupand at least one —COOH or —SO₃H group in the molecule and which arecapable of forming inner salts. Examples of suitable ampholyticsurfactants are N-alkyl glycines, N-alkyl propionic acids, N-alkylaminobutyric acids, N-alkyl iminodipropionic acids,N-hydroxyethyl-N-alkyl amidopropyl glycines, N-alkyl taurines, N-alkylsarcosines, 2-alkyl aminopropionic acids and alkyl aminoacetic acidscontaining around 8 to 18 carbon atoms in the alkyl group. Particularlypreferred ampholytic surfactants are N-cocoalkyl aminopropionate,cocoacyl aminoethyl aminopropionate and C₁₂₋₁₈ acyl sarcosine.

Nonionic surfactants contain, for example, a polyol group, apolyalkylene glycol ether group or a combination of polyol andpolyglycol ether groups as the hydrophilic group. Examples of suchcompounds are

products of the addition of 2 to 30 moles of ethylene oxide and/or 0 to5 moles of propylene oxide to linear fatty alcohols containing 8 to 22carbon atoms, to fatty acids containing 12 to 22 carbon atoms and toalkylphenols containing 8 to 15 carbon atoms in the alkyl group,

C₁₂₋₂₂ fatty acid monoesters and diesters of products of the addition of1 to 30 moles of ethylene oxide to glycerol,

C₈₋₂₂ alkyl mono- and oligoglycosides and ethoxylated analogs thereof,

products of the addition of 5 to 60 moles of ethylene oxide to castoroil and hydrogenated castor oil,

products of the addition of ethylene oxide to sorbitan fatty acidesters,

products of the addition of ethylene oxide to fatty acid alkanolamides.

Examples of cationic surfactants suitable for use in the hair treatmentformulations according to the invention are, in particular, quaternaryammonium compounds. Preferred quaternary ammonium compounds are ammoniumhalides, such as alkyl trimethyl ammonium chlorides, dialkyl dimethylammonium chlorides and trialkyl methyl ammonium chlorides, for examplecetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride,distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride,lauryl dimethyl benzyl ammonium chloride and tricetyl methyl ammoniumchloride. Other cationic surfactants suitable for use in accordance withthe invention are the quaternized protein hydrolyzates.

Also suitable for use in accordance with the invention are cationicsilicone oils such as, for example, the commercially available productsQ2-7224 (manufacturer: Dow Corning; a stabilized trimethyl silylamodimethicone), Dow Corning 929 Emulsion (containing ahydroxylamino-modified silicone which is also known as Amodimethicone),SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer:Wacker) and Abil®-Quat 3270 and 3272 (manufacturer: Th. Goldschmidt;diquaternary polydimethyl siloxanes, Quaternium-80).

Alkyl amidoamines, particularly fatty acid amidoamines, such as thestearyl amidopropyl dimethyl amine obtainable as Tego Amid®S 18, aredistinguished not only by their favorable conditioning effect, but alsoand in particular by their ready biodegradability.

Quaternary ester compounds, so-called “esterquats”, such as the thedialkyl ammonium methosulfates and methyl hydroxyalkyl dialkoyloxyalkylammonium methosulfates marketed under the trade name of Stepantex®, arealso readily biodegradable.

One example of a quaternary sugar derivative suitable for use as acationic surfactant is the commercially available product Glucquat®100(CTFA name: Lauryl Methyl Gluceth-10 Hydroxypropyl Dimonium Chloride).

The compounds containing alkyl groups used as surfactants may be singlecompounds. In general, however, these compounds are produced from nativevegetable or animal raw materials so that mixtures with different alkylchain lengths dependent upon the particular raw material are obtained.

The surfactants representing addition products of ethylene and/orpropylene oxide with fatty alcohols or derivatives of these additionproducts may be both products with a “normal” homolog distribution andproducts with a narrow homolog distribution. Products with a “normal”homolog distribution are mixtures of homologs which are obtained in thereaction of fatty alcohol and alkylene oxide using alkali metals, alkalimetal hydroxides or alkali metal alcoholates as catalysts. By contrast,narrow homolog distributions are obtained when, for example,hydrotalcites, alkaline earth metal salts of ether carboxylic acids,alkaline earth metal oxides, hydroxides or alcoholates are used ascatalysts. The use of products with a narrow homolog distribution can beof advantage.

Other active substances, auxiliaries and additives are, for example,

nonionic polymers such as, for example, vinyl pyrrolidone/vinyl acrylatecopolymers, polyvinyl pyrrolidone and vinyl pyrrolidone/vinyl acetatecopolymers and polysiloxanes,

cationic polymers, such as quaternized cellulose ethers, polysiloxanescontaining quaternary groups, dimethyl diallyl ammonium chloridepolymers, acrylamide/dimethyl diallyl ammonium chloride copolymers,dimethyl aminoethyl methacrylate/vinyl pyrrolidone copolymersquaternized with diethyl sulfate, vinyl pyrrolidone/imidazoliniummethochloride copolymers and quaternized polyvinyl alcohol,

zwitterionic and amphoteric polymers such as, for example,acrylamidopropyl/trimethyl ammonium chloride/acrylate copolymers andoctyl acrylamide/methyl methacrylate/tert.butyl aminoethylmethacrylate/2-hydroxypropyl methacrylate copolymers,

anionic polymers such as, for example, polyacrylic acids, crosslinkedpolyacrylic acids, vinyl acetate/crotonic acid copolymers, vinylpyrrolidone/vinyl acrylate copolymers, vinyl acetate/butylmaleate/isobornyl acrylate copolymers, methyl vinyl ether/maleicanhydride copolymers and acrylic acid/ethyl acrylate/N-tert.butylacrylamide terpolymers,

thickeners, such as agar agar, guar gum, alginates, xanthan gum, gumarabic, karaya gum, carob bean flour, linseed gums, dextrans, cellulosederivatives, for example methyl cellulose, hydroxyalkyl cellulose andcarboxymethyl cellulose, starch fractions and derivatives, such asamylose, amylopectin and dextrins, clays such as, for example, bentoniteor fully synthetic hydrocolloids such as, for example, polyvinylalcohol,

structurants, such as glucose and maleic acid,

hair-conditioning compounds, such as phospholipids, for example soyalecithin, egg lecithin and kephalins, and also silicone oils,

protein hydrolyzates, more particularly elastin, collagen, keratin, milkprotein, soya protein and wheat protein hydrolyzates, condensationproducts thereof with fatty acids and quaternized protein hydrolyzates,

perfume oils, dimethyl isosorbide and cyclodextrins,

solubilizers, such as ethanol, isopropanol, ethylene glycol, propyleneglycol, glycerol and diethylene glycol,

antidandruff agents, such as Piroctone Olamine and Zinc Omadine,

other substances for adjusting the pH value,

active substances, such as panthenol, pantothenic acid, allantoin,pyrrolidone carboxylic acids and salts thereof, plant extracts andvitamins,

cholesterol,

UV filters,

consistency factors, such as sugar esters, polyol esters or polyol alkylethers,

fats and waxes, such as spermaceti, beeswax, montan wax, paraffins,fatty alcohols and fatty acid esters,

fatty acid alkanolamides,

complexing agents, such as EDTA, NTA and phosphonic acids,

swelling and penetration agents, such as glycerol, propylene glycolmonoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas andprimary, secondary and tertiary phosphates, imidazoles, tannins,pyrrole,

opacifiers, such as latex,

pearlescers, such as ethylene glycol mono- and distearate,

propellents, such as propane/butane mixtures, N₂O, dimethyl ether, CO₂and air and

antioxidants.

To produce the colorants according to the invention, the constituents ofthe water-containing carrier are used in the usual quantities for thispurpose. For example, emulsifiers are used in concentrations of 0.5 to30% by weight while thickeners are used in concentrations of 0.1 to 25%by weight, based on the colorant as a whole.

It can be of advantage to the coloring result to add ammonium or metalsalts to the colorants. Suitable metal salts are, for example, formates,carbonates, halides, sulfates, butyrates, valerates, caproates,acetates, lactates, glycolates, tartrates, citrates, gluconates,propionates, phosphates and phosphonates of alkaline earth metals, suchas potassium, sodium or lithium, alkaline earth metals, such asmagnesium, calcium, strontium or barium, or of aluminium, manganese,iron, cobalt, copper or zinc, sodium acetate, lithium bromide, calciumbromide, calcium gluconate, zinc chloride, zinc sulfate, magnesiumchloride, magnesium sulfate, ammonium carbonate, chloride and acetatebeing preferred. These salts are preferably present in a quantity of0.03 to 65 mmol and more preferably in a quantity of 1 to 40 mmol, basedon 100 g of the colorant as a whole.

The pH value of the ready-to-use coloring preparations is normally inthe range from 2 to 11 and preferably in the range from 5 to 9.

In order to color the keratin-containing fibers, more especially humanhair, the colorants are generally applied to the hair in the form of thewater-containing cosmetic carrier in a quantity of 100 g, left thereonfor about 30 minutes and then rinsed out or washed out with acommercially available shampoo.

The isatin derivatives corresponding to formula I and the compounds ofcomponent B may either be applied to the hair simultaneously or evensuccessively, in which case it does not matter which of the twocomponents is applied first. The ammonium or metal salts optionallypresent may be added to the first component or to the second component.A time of up to 30 minutes can be allowed to pass between application ofthe first component and application of the second component. The fibersmay even be pretreated with the salt solution.

The isatins corresponding to formula I and the compounds of component Bmay be stored either separately or together either in the form of aliquid or paste-like preparation (aqueous or water-free) or as a drypowder. If the components are stored together in a liquid preparation,the preparation in question should be substantially free from water toreduce any risk of the components reacting. Where the reactivecomponents are stored separately, they are mixed thoroughly togetheronly shortly before application. Where the components are stored as adry powder, a defined quantity of warm water (50 to 80° C.) is normallyadded and a homogeneous mixture prepared before application.

EXAMPLES

Preparation of a Coloring Solution

A suspension of 10 mmol of an isatin derivative corresponding to formulaI, 10 mmol of an amino compound, 10 mmol of sodium acetate and 1 drop ofa 20% fatty alkyl ether sulfate solution in 100 ml of water wasprepared. The suspension was briefly heated to around 80° C. andfiltered after cooling, after which the pH value was adjusted to 6.

One tress of 90% grey, non-pretreated human hair was placed in thiscoloring solution for 30 minutes at 30° C. The colored tress was thenrinsed for 30 seconds with luke-warm water, dried in a stream of warmair (30-40° C.) and then combed. The colors were visually evaluated indaylight.

The particular shades and depths of color are shown in Table 1 below.

The depth of color was evaluated on the following scale:

− very faint, if any, color (+) weak intensity + medium intensity +(+)medium to strong intensity ++ strong intensity ++(+) strong to verystrong intensity +++ very strong intensity

TABLE 1 Coloring with 1-pyrrolidinomethyl isatin Component B Shade Depthof color — Yellow ++ 2,5-Diaminotoluene x H₂SO₄ Violet red ++(+)2,4,5,6-Tetraaminopyrimidine Red +++ x H₂SO₄1,8-bis-(2,5-diaminophenoxy)-3,6- Red-violet +++ dioxaoctane x HCl2-(2,5-Diaminophenyl-ethanol Violet-red +++ x H₂SO₄2-Aminomethyl-4-aminophenol Brown-orange ++ x 2HClN,N-bis-(2-hydroxyethyl)-p- Dark violet +++ phenylene-diamine x H₂SO₄4,4′-Diaminodiphenylamine x H₂SO₄ Dark olive-green ++

TABLE 2 Coloring with 1-morpholinomethyl isatin Component B Shade Depthof color 2,5-Diaminotoluene x H₂SO₄ Violet red ++(+)2,4,5,6-Tetraaminopyrimidine Red ++ x H₂SO₄2-Methylamino-3-amino-6-methoxy- Yellow-orange ++ pyridine x 2 HCl2-(2,5-Diaminophenyl-ethanol Violet-red ++ x H₂SO₄N,N-bis-(2-hydroxyethyl)-p- Dark violet +++ phenylene-diamine x H₂SO₄4,4′-Diaminodiphenylamine x H₂SO₄ Blue-black +++2,6-Dimethoxy-3,5-diaminopyridine Dark Grey ++(+) x 2HCl

TABLE 3 Coloring with 1-(3-carboxypropylaminomethyl)-isatin Component BShade Depth of color — Yellow ++ 2,5-Diaminotoluene x H₂SO₄ Violet red++(+) 2,4,5,6-Tetraaminopyrimidine Copper ++(+) x H₂SO₄2-Methylamino-3-amino-6-methoxy- Grey-violet ++ pyridine x 2 HCl2-(2,5-Diaminophenyl-ethanol Red-violet ++(+) x H₂SO₄2-Aminomethyl-4-aminophenol Brown-orange ++(+) x 2HClN,N-bis-(2-hydroxyethyl)-p- Black-violet +++ phenylene-diamine x H₂SO₄4,4′-Diaminodiphenylamine x H₂SO₄ Dark violet ++(+)2,6-Dimethoxy-3,5-diaminopyridine Black +++ x 2HCl

TABLE 4 Coloring with 1-piperidinomethyl isatin Component B Shade Depthof color — Yellow ++ 2,5-Diaminotoluene x H₂SO₄ Red-violet ++(+)2,4,5,6-Tetraaminopyrimidine Violet-red ++(+) x H₂SO₄1,8-bis-(2,5-diaminophenoxy)-3,6- Violet-red ++(+) dioxaoctane x 4HCl2-(2,5-Diaminophenyl-ethanol Violet-red ++(+) x H₂SO₄2-Aminomethyl-4-aminophenol Orange-brown ++ x 2HClN,N-bis-(2-hydroxyethyl)-p- Dark violet +++ phenylene-diamine x H₂SO₄4,4′-Diaminodiphenylamine x H₂SO₄ Black +++2,6-Dimethoxy-3,5-diaminopyridine Dark grey ++(+) x 2HCl

TABLE 5 Coloring with 1-diethylaminomethyl isatin Component B ShadeDepth of color — Pure yellow ++(+) 2,5-Diaminotoluene x H₂SO₄ Copper ++2,4,5,6-Tetraaminopyrimidine Red ++ x H₂SO₄ 2-(2,5-Diaminophenyl-ethanolRed-brown ++ x H₂SO₄ 2-Aminomethyl-4-aminophenol Orange-brown ++ x 2HClN,N-bis-(2-hydroxyethyl)-p- Dark red-violet +++ phenylene-diamine xH₂SO₄ 2,6-Dimethoxy-3,5-diaminopyridine Dark olive green ++ x 2HCl

TABLE 6 Coloring with 1-bis-(2-hydroxyethyl)-aminomethyl isatinComponent B Shade Depth of color — Gold-yellow ++(+) 2,5-Diaminotoluenex H₂SO₄ Red-violet +++ 2,4,5,6-Tetraaminopyrimidine Red ++(+) x H₂SO₄1,8-bis-(2,5-diaminophenoxy)-3,6- Brown-violet +++ dioxaoctane x 4HCl2-(2,5-Diaminophenyl-ethanol Violet-red ++(+) x H₂SO₄2-Aminomethyl-4-aminophenol Brown-orange ++ x 2HClN,N-bis-(2-hydroxyethyl)-p- Dark violet +++ phenylene-diamine x H₂SO₄4,4′-Diaminodiphenylamine x H₂SO₄ Dark violet +++2,6-Dimethoxy-3,5-diaminopyridine Dark brown +++ x 2HCl

TABLE 7 Coloring with 1-hydroxymethyl isatin Component B Shade Depth ofcolor — Gold-yellow ++ 2,5-Diaminotoluene x H₂SO₄ Violet-red ++(+)2,4,5,6-Tetraaminopyrimidine Rust red ++(+) x H₂SO₄2-Methylamino-3-amino-6-methoxy- Violet ++(+) pyridine x 2 HCl2-(2,5-Diaminophenyl-ethanol Brown-violet ++(+) x H₂SO₄2-Aminomethyl-4-aminophenol Yellow-brown ++ x 2HClN,N-bis-(2-hydroxyethyl)-p- Dark violet +++ phenylene-diamine x H₂SO₄2,6-Dimethoxy-3,5-diaminopyridine Dark brown ++(+) x 2HCl

What is claimed is:
 1. A colorant composition for coloringkeratin-containing fibers comprising: (a) at least one isatin derivativecorresponding to the formula I:

wherein R¹ and R² independently of one another represent a hydrogenatom, a halogen atom, a hydroxy group, a (C₁₋₄)-alkyl,hydroxy-(C₁₋₄)-alkyl, tertiary amino-(C₁₋₄)-alkyl, (C₁₋₄)-alkoxy group,an amino group optionally substituted by one or two (C₁₋₄)-alkyl orhydroxy-(C₁₋₄)-alkyl groups, a nitro, carboxy, or sulfo group, and Y isa hydroxy group, a (C₁₋₄)-alkoxy group or an amino group which may besubstituted by (C₁₋₄)-alkyl, (C₁₋₄)-alkoxy-(C₁₋₄)-alkyl,carboxy-(C₁₋₄)-alkyl, sulfo-(C₁₋₄)-alkyl or hydroxy-(C₁₋₄)-alkyl groupsor which may be part of a heterocyclic 5-, 6- or 7-membered ring, orphysiologically compatible salts thereof; and (b) at least one compoundcontaining a primary or secondary amino group or hydroxy group selectedfrom the group consisting of primary or secondary aliphatic or aromaticamines, nitrogen-containing heterocyclic compounds, amino acids,oligopeptides made up of 2 to 9 amino acids, aromatic hydroxy compounds,and CH-active compounds.
 2. The composition of claim 1 wherein component(b) is selected from the group consisting ofN-(2-hydroxyethyl)-N-ethyl-p-phenylenediamine,2-chloro-p-phenylenediamine,N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, 4-aminophenol,p-phenylenediamine, 2-(2,5-diaminophenyl)-ethanol, 2,5-diaminotoluene,3,4-methylenedioxyaniline, 3-amino-2,4-dichloro-phenol,2-methyl-5-amino-phenol, 3-methyl-4-amino-phenol,2-methyl-5-(2-hydroxyethylamino)-phenol,2-methyl-5-amino-4-chloro-phenol, 6-methyl-3-amino-2-chloro-phenol,2-aminomethyl-4-aminophenol, 2-hydroxymethyl-4-aminophenol,3,4-methylenedioxyphenol, 3,4-diaminobenzoic acid, 2,5-diamino-pyridine,2-dimethylamino-5-amino-pyridine,3-amino-2-methyl-amino-6-methoxy-pyridine,2,3-diamino-6-methoxy-pyridine, 3,5-diamino-2,6-dimethoxy-pyridine,2,6-dihydroxy-3,4-dimethyl pyridine,2-hydroxy-4,5,6-triamino-pyrimidine,4-hydroxy-2,5,6-triamino-pyrimidine, 2,4,5,6-tetraamino-pyrimidine,2-methylamino-4,5,6-triaminopyrimidine, 3,5-diaminopyrazole,3-amino-5-hydroxypyrazole, 5,6-dihydroxyindole and 5,6-dihydroxyindolineand physiologically compatible salts thereof.
 3. The composition ofclaim 1 further comprising a substantive dye comprising anitrophenylenediamine, a nitroaminophenol, an anthraquinone or anindophenol.
 4. The composition of claim 1 further comprising ammonium ormetal salts of formates, carbonates, halides, sulfates, butyrates,valerates, caproates, acetates, lactates, glycolates, tartrates,citrates, gluconates, propionates, phosphates or phosphonates.
 5. Thecomposition of claim 1 comprising 0.03 to 65 mmol of the isatin based on100 g of said composition.
 6. The composition of claim 5 comprising 1 to40 mmol of the isatin based on 100 g of said composition.
 7. Thecomposition of claim 1 wherein the isatin is selected from the groupconsisting of 1-hydroxymethyl isatin, 1-hydroxymethyl-5-methylisatin,1-hydroxymethyl-5-chloroisatin, 1-hydroxymethyl-5-sulfoisatin,1-hydroxymethyl-5-carboxyisatin, 1-hydroxymethyl-5-nitroisatin,1-hydroxymethyl-5-bromoisatin, 1-hydroxymethyl-5-methoxyisatin,1-hydroxymethyl-5,7-dichloroisatin, 1-dimethylaminomethyl isatin,1-diethylaminomethyl isatin, 1-(bis-(2-hydroxyethyl)-aminomethyl)isatin,1-(2-hydroxyethylaminomethyl)-isatin,1-(bis-(2-hydroxypropyl)-aminomethyl)-isatin, 1-pyrrolidinomethylisatin, 1-piperidinomethyl isatin, 1-morpholinomethyl isatin,1-(1,2,4-triazolyl)-methyl isatin, 1-(1-imidazolyl)-methyl isatin,1-carboxymethylaminomethyl isatin, 1-(2-carboxyethylaminomethyl)-isatin,1-(3-carboxypropylaminomethyl)-isatin,1-(bis-(2-hydroxyethyl)-aminomethyl)-5-methyl isatin,1-piperidinomethyl-5-chloroisatin, 1-(2-sulfoethylaminomethyl)-isatinand the alkali metal or ammonium salts thereof.
 8. The composition ofclaim 1 wherein said composition contains no oxidizing agent.
 9. Thecomposition of claim 1 further comprising 0.01 to 6 percent by weight ofan oxidizing agent.
 10. The composition of claim 9 comprising H₂O₂ asthe oxidizing agent.
 11. The composition of claim 1 further comprisingan anionic, zwitterionic or nonionic surfactant.
 12. The composition ofclaim 1 further comprising a substantive dye.
 13. A process for coloringkeratin-containing fibers comprising: (a) forming a colorant compositioncomprising at least one isatin derivative corresponding to the formulaI:

wherein R¹ and R² independently of one another represent a hydrogenatom, a halogen atom, a hydroxy group, a (C₁₋₄)-alkyl,hydroxy-(C₁₋₄)-alkyl, tertiary amino-(C₁₋₄)-alkyl, (C₁₋₄)-alkoxy group,an amino group optionally substituted by one or two (C₁₋₄)-alkyl orhydroxy-(C₁₋₄)-alkyl groups, a nitro, carboxy, or sulfo group, and Y isa hydroxy group, a (C₁₋₄)-alkoxy group or an amino group which may besubstituted by (C₁₋₄)-alkyl, (C₁₋₄)-alkoxy-(C₁₋₄)-alkyl,carboxy-(C₁₋₄)-alkyl, sulfo-(C₁₋₄)-alkyl or hydroxy-(C₁₋₄)-alkyl groupsor which may be part of a heterocyclic 5-, 6- or 7-membered ring, orphysiologically compatible salts thereof; (b) contacting said colorantcomposition with keratin-containing fibers; and (c) removing saidcolorant composition from the keratin-containing fibers.
 14. The processof claim 13 wherein said composition contacts said keratin-containingfibers for about 30 minutes.
 15. The process of claim 13 wherein theisatin derivative is the sole coloring component.
 16. The process ofclaim 13 wherein the temperature during contacting the colorantcomposition to the keratin containing fibers is below 45° C.